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Key West Hotel with Pool

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Our top choices for Key West hotels with a pool

1. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Old Town Key West
10.0 out of 10, Exceptional, (1,001 reviews)
"We really enjoyed our stay! The staff were amazing and the room was perfect!"
United States
Teresa
The price is HK$2,464
HK$2,772 total
includes taxes & fees
30 Nov - 1 Dec
Almond Tree Inn Hotel - Adults Only

2. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (574 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is HK$1,235
HK$1,528 total
includes taxes & fees
3 Nov - 4 Nov
Douglas House - Adults Only

3. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,000 reviews)
"Stayed there for a week for our honeymoon, could not have had a better stay."
United States
ben
The price is HK$2,465
HK$2,773 total
includes taxes & fees
3 Nov - 4 Nov
Orchid Key Inn - Adults Only

4. H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (671 reviews)
"Amazing stay! Loved the private pool!"
United States
Kimberly
The price is HK$2,816
HK$3,698 total
includes taxes & fees
30 Nov - 1 Dec
H2O Suites - Adults Only

5. Key West Villas

Key West Villas
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (279 reviews)
"Great location and very hospitable hotel owners"
United States
Margaret
The price is HK$1,758
HK$1,978 total
includes taxes & fees
3 Nov - 4 Nov
Key West Villas

6. The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,002 reviews)
"Really nice place, We strongly recommend!"
United States
Gisele
The price is HK$2,109
HK$2,373 total
includes taxes & fees
1 Dec - 2 Dec
The Gardens Hotel

7. Alexander's Guesthouse - Adult Exclusive

Alexander's Guesthouse - Adult Exclusive
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (174 reviews)
"We had such a great stay, nice property, Great location , the staff was helpful, friendly and fantastic! Delicious breakfast included … we really loved this place and we are looking forward to come back!"
United States
Nestor
The price is HK$981
HK$1,406 total
includes taxes & fees
3 Nov - 4 Nov
Alexander's Guesthouse - Adult Exclusive

8. The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (197 reviews)
"We really enjoyed getting to know the staff. The breakfast was excellent and everything was in walking distance."
United States
Jennifer
The price is HK$2,617
HK$2,944 total
includes taxes & fees
24 Nov - 25 Nov
The Conch House Heritage Inn

9. The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,001 reviews)
"This is my favorite hotel in the world, and Key West"
United States
Josh
The price is HK$3,194
HK$4,035 total
includes taxes & fees
29 Nov - 30 Nov
The Marquesa Hotel

10. Duval House

Duval House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,128 reviews)
"Great stay!"
United States
Dennis
The price is HK$1,483
HK$1,837 total
includes taxes & fees
29 Nov - 30 Nov
Duval House

11. Island City House Hotel

Island City House Hotel
3.0 star property
Key West Historic District
9.6 out of 10, Exceptional, (1,003 reviews)
"Great place with lots of character and perfect location."
United States
Elise
The price is HK$1,857
HK$2,089 total
includes taxes & fees
3 Nov - 4 Nov
Island City House Hotel

12. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,001 reviews)
"Fun apartment style living in Key West…fun little patio with coffee and continental breakfast. Make sure you look at the check in hours :) great spot makes you feel local"
United States
Justyn
The price is HK$1,243
HK$1,594 total
includes taxes & fees
3 Nov - 4 Nov
The Grand Guesthouse

13. Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,001 reviews)
"Great place for families"
United States
Anthony
The price is HK$2,973
HK$3,874 total
includes taxes & fees
1 Dec - 2 Dec
Santa Maria Suites

14. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (331 reviews)
"such a lovely location. nice and quiet for a restful stay. staff was attentive to all our needs. would definitely return"
United States
christine
The price is HK$2,549
HK$2,867 total
includes taxes & fees
22 Nov - 23 Nov
The Mermaid & Alligator

15. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,000 reviews)
"staff was super friendly and accomodating"
United States
Janet
The price is HK$1,532
HK$2,716 total
includes taxes & fees
8 Nov - 9 Nov
Southernmost House - Adult Exclusive

16. L'Habitation Guest House - Adults Only

L'Habitation Guest House - Adults Only
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,000 reviews)
"Everything was amazing. Drew runs a beautiful place."
United States
Matthew
The price is HK$1,299
HK$1,462 total
includes taxes & fees
29 Nov - 30 Nov
L'Habitation Guest House - Adults Only

17. Westwinds Inn

Westwinds Inn
3.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,003 reviews)
"Breakfast was great . Pools were great and easy walk or bike ride to Duval street"
United States
Shari
The price is HK$1,553
HK$1,747 total
includes taxes & fees
3 Nov - 4 Nov
Westwinds Inn

18. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (575 reviews)
"Location was perfect"
United States
August
The price is HK$2,005
HK$2,255 total
includes taxes & fees
3 Nov - 4 Nov
Coco Plum Inn

19. Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,004 reviews)
"Great location beautiful property we enjoyed our stay !"
United States
daniela
The price is HK$1,856
HK$2,088 total
includes taxes & fees
3 Nov - 4 Nov
Ambrosia Key West

20. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,029 reviews)
"Great location Beautiful property very clean and quiet. Great omelet station w breakfast."
United States
Carleen
The price is HK$1,193
HK$1,872 total
includes taxes & fees
2 Dec - 3 Dec
Silver Palms Inn & Historic Homes
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Choose what matters most at hotels with a pool in Key West

Hotels with pools and free breakfast in Key West

Hotels with pools and hot tubs in Key West

4-star hotels with pools in Key West

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Key West Hotel Reviews

Frequently asked questions

What's it like visiting Key West?
If relaxing by the pool is your idea of the perfect getaway, you might want to think about Key West, which has 281 places to stay with pools. During your trip, you can explore attractions such as Duval Street and Florida Keys Beaches, and then take it easy poolside at one of the accommodation options in Key West that guests like for their pools.
What are some hotels with pools in Key West?
Blue Flamingo Resort Key West: Hotel located near Florida Keys Beaches. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Ibis Bay Beach Resort: Hotel located near Florida Keys Beaches. Offers a private beach, an outdoor pool and daily. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Florida Keys Beaches. Provides 2 restaurants, a pool and complimentary high-speed (wired) Internet access. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Parrot Key Hotel & Villas: Hotel located near Florida Keys Beaches. Offers a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access.
How many hotels with pools will I find in Key West?
Expedia's 281 hotels in Key West give you a great choice for your poolside getaway.
What is there to see and do in Key West?
Explore places such as Duval Street and Florida Keys Beaches while you're in Key West. The picturesque setting of Key West Butterfly and Nature Conservatory and Southernmost Point showcase the area's natural beauty. Key West appeals to visitors with its beautiful ocean views, great live music scene and bar scene.
When is the best time to book a hotel with a pool in Key West?
Taking the local weather in Key West into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Key West is 956 mm.

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